Modification of [5]Helicene with Dimesitylboryl: One Way To Enhance the Fluorescence Efficiency

Zheng-Hua Zhao; Meng-Yuan Zhang; Di-Hong Liu; Cui-Hua Zhao

doi:10.1021/acs.orglett.8b03329

Modification of [5]Helicene with Dimesitylboryl: One Way To Enhance the Fluorescence Efficiency

Org Lett. 2018 Dec 7;20(23):7590-7593. doi: 10.1021/acs.orglett.8b03329. Epub 2018 Nov 16.

Authors

Zheng-Hua Zhao¹, Meng-Yuan Zhang¹, Di-Hong Liu¹, Cui-Hua Zhao¹

Affiliation

¹ School of Chemistry and Chemical Engineering , Shandong University , Jinan 250100 , People's Republic of China.

PMID: 30444376
DOI: 10.1021/acs.orglett.8b03329

Abstract

The efficient synthetic route was disclosed to prepare structurally asymmetric [5]helicenes, which are substituted with either BMes₂ (7B-HC) or both BMes₂ and NMe₂ (8B5NMe₂-HC, 7B5NMe₂-HC). Compared with the parent [5]helicene, these compounds show greatly enhanced fluorescence. In addition, they still retain fairly strong fluorescence in the solid state. Moreover, the complexation of 8B5NMe₂-HC and 7B5NMe₂-HC with fluoride can induce significant blue shift in fluorescence and the formed complexes are also highly fluorescent.

Publication types

Research Support, Non-U.S. Gov't